Eastern Shore of Virginia Vacations from $269

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Your Eastern Shore of Virginia Vacation

With an Eastern Shore of Virginia vacation package, you can forget about the stress of planning and put all your energy into experiencing everything this thrilling destination has to offer. With so much to see and do on a trip to Eastern Shore of Virginia, it can be tricky to know where to start. Kick off your journey in Exmore at Chatham Vineyards and Northampton Shopping Center — two leading attractions here. Another city worthy of a spot on your itinerary is Greenbackville. Be sure not to miss Chincoteague National Wildlife Refuge and Maui Jack's Waterpark. Expedia has flights, hotels and everything else you need to help you organize your own tailored Eastern Shore of Virginia vacation today.

The Latest Eastern Shore of Virginia vacation packages

Price found within the past 48 hours. Click for updated prices.
Boardwalk Resort and Villas

Boardwalk Resort and Villas

Northeast Virginia Beach
Save 100% on your flight
$269
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
8.8/10 Excellent! (1,002 reviews)
Phenomenal location. This is some sort of timeshare so they hound you to join. Get a balcony facing the ocean. The sunrise is breathtaking. The pool was overcrowded with rambunctious children and adults cussing. Overall the stay was fine for one night.

Reviewed on Aug 23, 2026

Sea Ranch Resort

Sea Ranch Resort

Save 100% on your flight
$496
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
8.4/10 Very Good! (1,009 reviews)
Blackbeard's Lodge

Blackbeard's Lodge

Save 100% on your flight
$613
per person
Oct 3 - Oct 10
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
8.4/10 Very Good! (384 reviews)
The hotel staff was very accommodating and the room was comfortable.

Reviewed on Aug 22, 2026

Delta Hotels by Marriott Virginia Beach Waterfront Suites

Delta Hotels by Marriott Virginia Beach Waterfront Suites

Northeast Virginia Beach
Save 100% on your flight
$395
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
8.4/10 Very Good! (1,486 reviews)
We stayed on the ninth floor oceanfront, and the view was absolutely spectacular! The room was definitely big enough to hold six people. when you first walked in there was a couch with a kitchen and a table. I didn’t get the full view of that part of the room, but I got some of it. Staff was very friendly, check-in process pleasant, the hotel was very clean and smelled very nice. The overall appearance of the hotel and the rooms in my opinion was very nice. I will agree with the other reviews about the parking spots, being very tight and the swimming pool. The swimming pool is definitely not big enough if you were looking to relax and lounge unless you get up and go put a towel down and then go about your business. Definitely not big enough by any means. We had plans other days but two of the days we rented a cabana on the beach because there were no spots at the pool. It was so relaxing on the beach! The restaurant was very nice, but not for my family. There was a lot of seafood and my children do not eat seafood so we ate out for dinner. Shorebreak pizza and Taphouse down the road from the hotel an absolute must! Our overall experience at this hotel was very pleasant and we enjoyed our stay!

Reviewed on Aug 22, 2026

John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

Save 100% on your flight
$332
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
9.2/10 Wonderful! (1,920 reviews)
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Where to stay in Eastern Shore of Virginia

Find the best Eastern Shore of Virginia areas and neighborhoods for the activities you enjoy most. Learn more about Eastern Shore of Virginia
A town with historic buildings, a prominent church with a tall steeple, and a river in the background.

Historic Downtown Cape Charles

If you're spending some time in Historic Downtown Cape Charles, Cape Charles Beach and Central Park are top sights worth seeing.

A field of horses near a body of water with a crowd in the background.

Downtown Chincoteague

While visiting Downtown Chincoteague, you might make a stop by sights like Robert N. Reed Downtown Waterfront Park and Chincoteague Channel.

Beautiful marshlands next the ocean full of life - Assateague, MD, USA

Piney Island

1 out of top 10 points of interest in this area

While visiting Piney Island, you might make a stop by sights like Maui Jack's Waterpark and Museum of Chincoteague.

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Deep Hole

Deep Hole might not have many top sights, but Maui Jack's Waterpark and Captain Timothy Hill House are two attractions nearby that you can check out.

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Snotty Ridge

While there might not be top attractions in Snotty Ridge, you can explore the larger area and discover places like Robert N. Reed Downtown Waterfront Park and Assateague Point.

Stay near popular Eastern Shore of Virginia attractions

A wooden boardwalk leading to a beach with a sandy shore and dunes.

Cape Charles Beach

9.2/10 (237 reviews)
This gentle Chesapeake Bay beach offers calm, shallow waters perfect for families with children. Enjoy spectacular sunsets from wooden viewing platforms before exploring Cape Charles' charming historic district shops.
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A weathered, rusted pier with multiple rusted bollards and a partially intact structure.

Kiptopeke State Park

8.8/10 (105 reviews)
Explore the unique concrete ship breakwaters that now serve as vibrant artificial reefs for marine life. Hike coastal trails or cast a line from the fishing pier while watching migratory birds along the Atlantic Flyway.
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A red and white lighthouse with a small adjacent building, surrounded by trees and a clear sky.
Photo by Edith Shields

Assateague Lighthouse

9.2/10 (509 reviews)
Learn about the local history of Chincoteague when you take a trip to Assateague Lighthouse. While you're in the area, stroll along the beautiful beaches.
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A tall red and white lighthouse with a black top, surrounded by trees and a small building.

Eastern Shore of Virginia National Wildlife Refuge

8.8/10 (69 reviews)
A critical stopover on the Atlantic Flyway, this refuge shelters over 400 bird species across diverse habitats. Witness the spectacular fall migration of songbirds and monarchs from trails and observation deck.
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Assateague Point

9.6/10 (685 reviews)
Commune with nature and explore the great outdoors at Assateague Point during your travels in Chincoteague. While you're in the area, stroll along the beautiful beaches.
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Oyster Farm Marina

Explore the waterfront in Cape Charles with a trip to Oyster Farm Marina. Wander the beautiful beaches in this relaxing area.
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Maui Jack's Waterpark

8.0/10 (82 reviews)
Splash into Hawaiian-themed fun at Maui Jack's Waterpark, featuring thrilling water slides and a relaxing lazy river. Reserve a private cabana for a premium family experience during your Chincoteague Island adventure.
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Bay Creek Golf Club

8.0/10 (45 reviews)
Two legendary golf courses designed by Palmer and Nicklaus showcase stunning Chesapeake Bay views. Enjoy meticulously maintained fairways while spotting coastal wildlife on this prestigious waterfront retreat.
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Eastern Shore of Virginia Hotel Deals

Chincoteague Inn

Chincoteague Inn

4417 Deep Hole Road Chincoteague VA
Fully refundableReserve now, pay when you stay
$99 nightly
$111 total
Sep 13 - Sep 14
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
"Very comfy and relaxing"

Reviewed on Aug 19, 2026

Chincoteague Inn
Waterside Inn

Waterside Inn

3761 Main St Chincoteague VA
$99 nightly
$112 total
Sep 23 - Sep 24
Total with taxes and fees
9/10 Wonderful! (1,015 reviews)
"Perfect for young families. Comfortable beds, clean room, and friendly staff."

Reviewed on Aug 22, 2026

Waterside Inn
Blufin Bungalows & Marina

Blufin Bungalows & Marina

2477 Main St Chincoteague VA
9.6/10 Exceptional! (313 reviews)
"We thoroughly enjoyed our stay. Very peaceful, great pool, close to restaurants!❤️❤️"

Reviewed on Aug 22, 2026

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Blufin Bungalows & Marina
See all 1,203 properties in Eastern Shore of Virginia
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find the Best Eastern Shore of Virginia Vacation Packages

Eastern Shore of Virginia Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Norfolk Intl. Airport (ORF)

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